Not gonna lie, I'm 30 and I've bought a few of the CK logo shirts and some of the other 90s stuff. Gap released a whole 90s thing I stocked up on. Reminds me of the good old days.
But man, I was all over those hip hop brands in 2000-2004. I had it all. And everything was XXXL, which helped cuz I was a pretty heavy dude until I dropped a bunch of weight after gr 12. All those clothes went to waste though. ive come to realize though the further you go from the GTA the more likely you are to see that stuff still in full effect. I've seen people rocking that stuff in places like Barrie, Oshawa, Bradford, etc etc. I don't think the true hip hop brands and fit of the early 2000s will even make a mainstream return, most of it was pretty awful in hindsight.